Riera i Escalé, AntoniCabré Montesinos, AlbertRafael Miguel, Sergi2019-07-252020-06-202019-06https://hdl.handle.net/2445/138217Treballs Finals de Grau de Química, Facultat de Química, Universitat de Barcelona, Any: 2019, Tutors: Antoni Riera Escalé, Albert Cabré MontesinosThe synthesis of enantiomerically pure compounds is one of the main challenges in organic synthesis. Particularly, γ-chiral alcohols are a valuable chemical motif and a useful building block, especially in the pharmaceutical industry. Even though there are several synthetic methodologies already studied, they offer poor atom economy reactions and there is a need of separation steps, consequently lowering the final yield. For this reason, a new approach would be highly desired. Most promising approaches undergo isomerization reactions that are highly atom economy efficient and generate low to no residues. Still there is not a selective procedure to the isomerization of oxetanes. In this work, a new general and greener synthetic pathway has been developed. This new approach is based on the Lewis-acid-promoted selective isomerization of oxetane rings. Afterwards, the correspondent olefin is subjected to an asymmetric hydrogenation using iridiumbased catalysts. A standard substrate has been tested in order to optimize the methodology. Finally, a broad scope of substrates has been studied to generalize the process44 p.application/pdfengcc-by-nc-nd (c) Rafael, 201http://creativecommons.org/licenses/by-nc-nd/3.0/es/AlcoholsÀcids de LewisIsomeritzacióHidrogenacióTreballs de fi de grauAlcoholsLewis acidsIsomerizationHydrogenationBachelor's thesesinfo:eu-repo/semantics/bachelorThesisinfo:eu-repo/semantics/openAccess